Natural Product: NPC477666

Natural Product ID:  NPC477666
Common Name:   n.a.
IUPAC Name:  
Synonyms:  
Molecular Formula:   C21H24N2O9S2
Standard InCHIKey:  NQGNMVJXQJSYCA-FEHKQZEWSA-N
Standard InCHI:  InChI=1S/C21H24N2O9S2/c1-22-13-16(9-4-6-11(30-2)15(31-3)14(9)26)33-34-21(19(22)28)8-20(29)12(25)7-5-10(24)17(20)32-23(21)18(13)27/h4-7,10,12-13,16-17,24-26,29H,8H2,1-3H3/t10-,12-,13-,16+,17+,20+,21-/m1/s1
Canonical SMILES:  COc1ccc(c(c1OC)O)[C@@H]1SS[C@@]23N(C(=O)[C@@H]1N(C)C2=O)O[C@@H]1[C@@](C3)(O)[C@H](O)C=C[C@H]1O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO33601 Penicillium adametzioides Species Aspergillaceae Eukaryota Hainan Island, China 2011-SEP PMID[26039736]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 64 ug/ml 26039736
NPT81 Cell Line A549 Homo sapiens IC50 > 10000 nM 26039736
NPT90 Cell Line DU-145 Homo sapiens IC50 > 10000 nM 26039736
NPT165 Cell Line HeLa Homo sapiens IC50 > 10000 nM 26039736
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10000 nM 26039736
NPT2 Others Unspecified IC50 > 10000 nM 26039736
NPT83 Cell Line MCF7 Homo sapiens IC50 > 10000 nM 26039736
NPT937 Cell Line NCI-H446 Homo sapiens IC50 > 10000 nM 26039736
NPT1312 Cell Line SW1990 Homo sapiens IC50 > 10000 nM 26039736
NPT660 Cell Line SW480 Homo sapiens IC50 > 10000 nM 26039736
NPT75 Cell Line U251 Homo sapiens IC50 > 10000 nM 26039736

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC477666 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9524 High Similarity NPC477665
0.765 Intermediate Similarity NPC471563
0.7626 Intermediate Similarity NPC29531
0.7559 Intermediate Similarity NPC82056
0.75 Intermediate Similarity NPC267414
0.7487 Intermediate Similarity NPC13916
0.7487 Intermediate Similarity NPC264850
0.7451 Intermediate Similarity NPC50548
0.7435 Intermediate Similarity NPC24465
0.7402 Intermediate Similarity NPC144314
0.7383 Intermediate Similarity NPC38964
0.7379 Intermediate Similarity NPC242728
0.7363 Intermediate Similarity NPC208890
0.7353 Intermediate Similarity NPC149962
0.733 Intermediate Similarity NPC123859
0.732 Intermediate Similarity NPC204908
0.732 Intermediate Similarity NPC83198
0.73 Intermediate Similarity NPC276120
0.7296 Intermediate Similarity NPC232386
0.7296 Intermediate Similarity NPC152680
0.7296 Intermediate Similarity NPC190783
0.7273 Intermediate Similarity NPC329816
0.725 Intermediate Similarity NPC138083
0.7241 Intermediate Similarity NPC206900
0.7222 Intermediate Similarity NPC32064
0.7214 Intermediate Similarity NPC475566
0.7212 Intermediate Similarity NPC475654
0.72 Intermediate Similarity NPC185031
0.72 Intermediate Similarity NPC473562
0.7184 Intermediate Similarity NPC308709
0.7177 Intermediate Similarity NPC151470
0.7177 Intermediate Similarity NPC64576
0.7177 Intermediate Similarity NPC254045
0.7177 Intermediate Similarity NPC201055
0.7165 Intermediate Similarity NPC35345
0.7164 Intermediate Similarity NPC251735
0.7164 Intermediate Similarity NPC42663
0.7164 Intermediate Similarity NPC222661
0.7164 Intermediate Similarity NPC290582
0.7164 Intermediate Similarity NPC311973
0.7164 Intermediate Similarity NPC328155
0.7164 Intermediate Similarity NPC181796
0.7164 Intermediate Similarity NPC217748
0.7164 Intermediate Similarity NPC8836
0.7164 Intermediate Similarity NPC290005
0.7164 Intermediate Similarity NPC54654
0.7164 Intermediate Similarity NPC223690
0.7164 Intermediate Similarity NPC182052
0.7164 Intermediate Similarity NPC7715
0.7164 Intermediate Similarity NPC15414
0.7164 Intermediate Similarity NPC104196
0.7164 Intermediate Similarity NPC285931
0.7164 Intermediate Similarity NPC90998
0.7164 Intermediate Similarity NPC239824
0.7164 Intermediate Similarity NPC229373
0.7164 Intermediate Similarity NPC30779
0.7164 Intermediate Similarity NPC279228
0.7164 Intermediate Similarity NPC258657
0.7164 Intermediate Similarity NPC185639
0.7164 Intermediate Similarity NPC271013
0.7164 Intermediate Similarity NPC49075
0.7143 Intermediate Similarity NPC116465
0.7143 Intermediate Similarity NPC212237
0.7143 Intermediate Similarity NPC286135
0.7129 Intermediate Similarity NPC167116
0.7129 Intermediate Similarity NPC274716
0.7129 Intermediate Similarity NPC254441
0.7123 Intermediate Similarity NPC80472
0.7115 Intermediate Similarity NPC83019
0.7114 Intermediate Similarity NPC286119
0.7108 Intermediate Similarity NPC22115
0.7108 Intermediate Similarity NPC174122
0.7108 Intermediate Similarity NPC64140
0.7108 Intermediate Similarity NPC275680
0.7068 Intermediate Similarity NPC189266
0.7068 Intermediate Similarity NPC110416
0.7068 Intermediate Similarity NPC295691
0.7068 Intermediate Similarity NPC172765
0.7068 Intermediate Similarity NPC204828
0.7068 Intermediate Similarity NPC2413
0.7068 Intermediate Similarity NPC249797
0.7068 Intermediate Similarity NPC278799
0.7068 Intermediate Similarity NPC54379
0.7068 Intermediate Similarity NPC276588
0.7068 Intermediate Similarity NPC127674
0.7068 Intermediate Similarity NPC193949
0.7068 Intermediate Similarity NPC39701
0.7068 Intermediate Similarity NPC5238
0.7068 Intermediate Similarity NPC469817
0.7068 Intermediate Similarity NPC184026
0.7068 Intermediate Similarity NPC207757
0.7067 Intermediate Similarity NPC66909
0.7067 Intermediate Similarity NPC24228
0.7067 Intermediate Similarity NPC204580
0.7067 Intermediate Similarity NPC281629
0.7065 Intermediate Similarity NPC32154
0.7059 Intermediate Similarity NPC234069
0.7059 Intermediate Similarity NPC44040
0.7059 Intermediate Similarity NPC162694
0.7037 Intermediate Similarity NPC92235
0.7028 Intermediate Similarity NPC235698
0.7021 Intermediate Similarity NPC30720
0.7021 Intermediate Similarity NPC131258
0.702 Intermediate Similarity NPC164608
0.7019 Intermediate Similarity NPC470646
0.701 Intermediate Similarity NPC95426
0.701 Intermediate Similarity NPC26353
0.701 Intermediate Similarity NPC16357
0.701 Intermediate Similarity NPC302245
0.7 Intermediate Similarity NPC329969
0.6995 Remote Similarity NPC102760
0.6995 Remote Similarity NPC206061
0.6995 Remote Similarity NPC229234
0.699 Remote Similarity NPC175890
0.699 Remote Similarity NPC11296
0.699 Remote Similarity NPC48490
0.699 Remote Similarity NPC82457
0.699 Remote Similarity NPC274661
0.6985 Remote Similarity NPC239775
0.6976 Remote Similarity NPC139783
0.6976 Remote Similarity NPC65312
0.6967 Remote Similarity NPC469689
0.6967 Remote Similarity NPC471031
0.6965 Remote Similarity NPC222524
0.6965 Remote Similarity NPC241704
0.696 Remote Similarity NPC211215
0.6957 Remote Similarity NPC60295
0.6957 Remote Similarity NPC191132
0.6954 Remote Similarity NPC124657
0.695 Remote Similarity NPC329992
0.695 Remote Similarity NPC2314
0.6946 Remote Similarity NPC298339
0.6935 Remote Similarity NPC168753
0.6935 Remote Similarity NPC118274
0.693 Remote Similarity NPC79130
0.6927 Remote Similarity NPC475557
0.6923 Remote Similarity NPC135006
0.6923 Remote Similarity NPC94499
0.6923 Remote Similarity NPC249274
0.6923 Remote Similarity NPC24260
0.6923 Remote Similarity NPC205167
0.692 Remote Similarity NPC475565
0.692 Remote Similarity NPC475349
0.692 Remote Similarity NPC475292
0.692 Remote Similarity NPC475442
0.6916 Remote Similarity NPC169605
0.6908 Remote Similarity NPC473378
0.6908 Remote Similarity NPC473407
0.6908 Remote Similarity NPC82763
0.6901 Remote Similarity NPC244191
0.69 Remote Similarity NPC10871
0.6897 Remote Similarity NPC244554
0.689 Remote Similarity NPC473589
0.689 Remote Similarity NPC478091
0.689 Remote Similarity NPC478092
0.689 Remote Similarity NPC30182
0.6875 Remote Similarity NPC473716
0.6875 Remote Similarity NPC475597
0.6875 Remote Similarity NPC37272
0.6872 Remote Similarity NPC315914
0.6872 Remote Similarity NPC59028
0.6872 Remote Similarity NPC92191
0.6869 Remote Similarity NPC329717
0.6869 Remote Similarity NPC474858
0.6863 Remote Similarity NPC305847
0.6862 Remote Similarity NPC189908
0.6859 Remote Similarity NPC220858
0.6859 Remote Similarity NPC192768
0.6859 Remote Similarity NPC88249
0.6859 Remote Similarity NPC151895
0.6859 Remote Similarity NPC97221
0.6857 Remote Similarity NPC33256
0.6856 Remote Similarity NPC147091
0.6853 Remote Similarity NPC24627
0.6852 Remote Similarity NPC258128
0.6842 Remote Similarity NPC478093
0.6837 Remote Similarity NPC18402
0.6834 Remote Similarity NPC205421
0.6834 Remote Similarity NPC474931
0.6834 Remote Similarity NPC158376
0.6834 Remote Similarity NPC12053
0.6834 Remote Similarity NPC81218
0.6834 Remote Similarity NPC145832
0.6834 Remote Similarity NPC117188
0.6834 Remote Similarity NPC306555
0.6833 Remote Similarity NPC133864
0.6832 Remote Similarity NPC49353
0.6829 Remote Similarity NPC302449
0.6818 Remote Similarity NPC276944
0.6818 Remote Similarity NPC109061
0.6818 Remote Similarity NPC238530
0.6818 Remote Similarity NPC472632
0.6818 Remote Similarity NPC232514
0.6816 Remote Similarity NPC317145
0.6816 Remote Similarity NPC129578
0.6816 Remote Similarity NPC76682
0.6816 Remote Similarity NPC10908
0.6816 Remote Similarity NPC227060
0.6816 Remote Similarity NPC63646
0.6816 Remote Similarity NPC198498

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC477666 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.726 Intermediate Similarity NPD2494 Approved
0.726 Intermediate Similarity NPD2493 Approved
0.7177 Intermediate Similarity NPD3452 Approved
0.7177 Intermediate Similarity NPD3450 Approved
0.7164 Intermediate Similarity NPD8054 Approved
0.7164 Intermediate Similarity NPD8053 Approved
0.7156 Intermediate Similarity NPD4582 Approved
0.7156 Intermediate Similarity NPD4583 Approved
0.7129 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7109 Intermediate Similarity NPD4004 Approved
0.7109 Intermediate Similarity NPD4002 Approved
0.7105 Intermediate Similarity NPD7109 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD7110 Phase 1
0.7101 Intermediate Similarity NPD7667 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD2975 Approved
0.7067 Intermediate Similarity NPD2973 Approved
0.7067 Intermediate Similarity NPD2974 Approved
0.705 Intermediate Similarity NPD6297 Approved
0.7021 Intermediate Similarity NPD8153 Approved
0.7021 Intermediate Similarity NPD8152 Approved
0.6995 Remote Similarity NPD6851 Approved
0.6995 Remote Similarity NPD6853 Approved
0.699 Remote Similarity NPD2490 Approved
0.699 Remote Similarity NPD2488 Approved
0.6984 Remote Similarity NPD6662 Clinical (unspecified phase)
0.698 Remote Similarity NPD7132 Clinical (unspecified phase)
0.6967 Remote Similarity NPD4580 Approved
0.6959 Remote Similarity NPD6788 Approved
0.6946 Remote Similarity NPD3534 Clinical (unspecified phase)
0.6943 Remote Similarity NPD6818 Clinical (unspecified phase)
0.6919 Remote Similarity NPD5137 Approved
0.6915 Remote Similarity NPD5297 Approved
0.6912 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6911 Remote Similarity NPD824 Approved
0.6898 Remote Similarity NPD2219 Phase 1
0.6893 Remote Similarity NPD7906 Approved
0.6884 Remote Similarity NPD27 Approved
0.6884 Remote Similarity NPD2489 Approved
0.6883 Remote Similarity NPD7048 Phase 3
0.6869 Remote Similarity NPD6071 Discontinued
0.6866 Remote Similarity NPD8156 Discontinued
0.6866 Remote Similarity NPD5313 Approved
0.6866 Remote Similarity NPD5312 Approved
0.6863 Remote Similarity NPD7311 Approved
0.6863 Remote Similarity NPD7310 Approved
0.6863 Remote Similarity NPD7312 Approved
0.6863 Remote Similarity NPD7313 Approved
0.6856 Remote Similarity NPD5772 Approved
0.6856 Remote Similarity NPD5773 Approved
0.6845 Remote Similarity NPD4663 Approved
0.684 Remote Similarity NPD7237 Clinical (unspecified phase)
0.6837 Remote Similarity NPD4040 Phase 1
0.6834 Remote Similarity NPD2970 Approved
0.6834 Remote Similarity NPD2969 Approved
0.683 Remote Similarity NPD7907 Approved
0.6829 Remote Similarity NPD7309 Approved
0.6816 Remote Similarity NPD4111 Phase 1
0.6816 Remote Similarity NPD8099 Discontinued
0.6816 Remote Similarity NPD4665 Approved
0.6816 Remote Similarity NPD8252 Approved
0.6816 Remote Similarity NPD8251 Approved
0.6789 Remote Similarity NPD1424 Approved
0.6789 Remote Similarity NPD1754 Clinical (unspecified phase)
0.6788 Remote Similarity NPD6875 Approved
0.6788 Remote Similarity NPD6876 Approved
0.678 Remote Similarity NPD4578 Approved
0.678 Remote Similarity NPD4577 Approved
0.678 Remote Similarity NPD7281 Phase 3
0.678 Remote Similarity NPD7280 Phase 3
0.6779 Remote Similarity NPD6377 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7584 Approved
0.6769 Remote Similarity NPD6668 Clinical (unspecified phase)
0.6757 Remote Similarity NPD7047 Phase 3
0.6753 Remote Similarity NPD6385 Approved
0.6753 Remote Similarity NPD6386 Approved
0.6751 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6735 Remote Similarity NPD2560 Approved
0.6735 Remote Similarity NPD5353 Approved
0.6735 Remote Similarity NPD2563 Approved
0.6726 Remote Similarity NPD6997 Phase 2
0.6719 Remote Similarity NPD3639 Approved
0.6719 Remote Similarity NPD3641 Approved
0.6719 Remote Similarity NPD3640 Phase 3
0.6719 Remote Similarity NPD2122 Discontinued
0.6716 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6716 Remote Similarity NPD6166 Phase 2
0.6716 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6714 Remote Similarity NPD7296 Approved
0.6702 Remote Similarity NPD5177 Phase 3
0.6702 Remote Similarity NPD4584 Approved
0.6701 Remote Similarity NPD1337 Clinical (unspecified phase)
0.67 Remote Similarity NPD3051 Approved
0.6699 Remote Similarity NPD2971 Approved
0.6699 Remote Similarity NPD2968 Approved
0.6697 Remote Similarity NPD6973 Clinical (unspecified phase)
0.6683 Remote Similarity NPD2904 Discontinued
0.6683 Remote Similarity NPD5677 Discontinued
0.6667 Remote Similarity NPD2491 Approved
0.6667 Remote Similarity NPD3057 Approved
0.6667 Remote Similarity NPD5005 Approved
0.6667 Remote Similarity NPD5006 Approved
0.6667 Remote Similarity NPD7585 Approved
0.6652 Remote Similarity NPD5676 Approved
0.6651 Remote Similarity NPD3473 Clinical (unspecified phase)
0.665 Remote Similarity NPD4419 Clinical (unspecified phase)
0.665 Remote Similarity NPD7549 Discontinued
0.6638 Remote Similarity NPD7224 Discontinued
0.6638 Remote Similarity NPD7223 Discontinued
0.6633 Remote Similarity NPD1934 Approved
0.6623 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6621 Remote Similarity NPD7583 Approved
0.6618 Remote Similarity NPD7054 Approved
0.6617 Remote Similarity NPD4166 Phase 2
0.6616 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6599 Remote Similarity NPD2977 Approved
0.6599 Remote Similarity NPD2978 Approved
0.659 Remote Similarity NPD2972 Approved
0.659 Remote Similarity NPD3448 Approved
0.659 Remote Similarity NPD3533 Approved
0.6585 Remote Similarity NPD7472 Approved
0.6585 Remote Similarity NPD7074 Phase 3
0.6582 Remote Similarity NPD4772 Phase 2
0.6582 Remote Similarity NPD4773 Phase 2
0.6571 Remote Similarity NPD6842 Approved
0.6571 Remote Similarity NPD6843 Phase 3
0.6571 Remote Similarity NPD6841 Approved
0.6567 Remote Similarity NPD6107 Approved
0.6552 Remote Similarity NPD4481 Phase 3
0.6552 Remote Similarity NPD2898 Approved
0.6545 Remote Similarity NPD5241 Discontinued
0.6538 Remote Similarity NPD5035 Approved
0.6528 Remote Similarity NPD7810 Phase 3
0.6528 Remote Similarity NPD3158 Phase 1
0.6528 Remote Similarity NPD3157 Approved
0.6528 Remote Similarity NPD7811 Phase 3
0.6526 Remote Similarity NPD3060 Approved
0.6526 Remote Similarity NPD4237 Approved
0.6526 Remote Similarity NPD4236 Phase 3
0.6522 Remote Similarity NPD5718 Phase 2
0.652 Remote Similarity NPD2899 Discontinued
0.6516 Remote Similarity NPD7701 Phase 2
0.6515 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6515 Remote Similarity NPD2801 Approved
0.6509 Remote Similarity NPD3808 Clinical (unspecified phase)
0.6507 Remote Similarity NPD6618 Phase 2
0.6502 Remote Similarity NPD8051 Clinical (unspecified phase)
0.6502 Remote Similarity NPD5242 Approved
0.6495 Remote Similarity NPD4360 Phase 2
0.6495 Remote Similarity NPD4363 Phase 3
0.6488 Remote Similarity NPD5940 Clinical (unspecified phase)
0.6481 Remote Similarity NPD4420 Approved
0.6473 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6473 Remote Similarity NPD6797 Phase 2
0.6467 Remote Similarity NPD3027 Phase 3
0.6453 Remote Similarity NPD7608 Discontinued
0.6453 Remote Similarity NPD2517 Approved
0.6452 Remote Similarity NPD2238 Phase 2
0.6443 Remote Similarity NPD3688 Clinical (unspecified phase)
0.6443 Remote Similarity NPD3146 Approved
0.6442 Remote Similarity NPD5039 Approved
0.6442 Remote Similarity NPD7039 Approved
0.6442 Remote Similarity NPD7038 Approved
0.6442 Remote Similarity NPD7251 Discontinued
0.6436 Remote Similarity NPD2041 Clinical (unspecified phase)
0.6436 Remote Similarity NPD2042 Clinical (unspecified phase)
0.6432 Remote Similarity NPD7089 Clinical (unspecified phase)
0.6432 Remote Similarity NPD5525 Clinical (unspecified phase)
0.6429 Remote Similarity NPD3687 Approved
0.6429 Remote Similarity NPD3686 Approved
0.6425 Remote Similarity NPD7124 Phase 2
0.6425 Remote Similarity NPD7607 Clinical (unspecified phase)
0.6425 Remote Similarity NPD4956 Approved
0.6415 Remote Similarity NPD4157 Discontinued
0.6411 Remote Similarity NPD8453 Clinical (unspecified phase)
0.6411 Remote Similarity NPD5032 Approved
0.6411 Remote Similarity NPD7808 Phase 3
0.6411 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6409 Remote Similarity NPD7497 Discontinued
0.6408 Remote Similarity NPD3818 Discontinued
0.6408 Remote Similarity NPD7228 Approved
0.6406 Remote Similarity NPD5071 Phase 2
0.6404 Remote Similarity NPD2516 Approved
0.6402 Remote Similarity NPD6029 Clinical (unspecified phase)
0.6402 Remote Similarity NPD6028 Clinical (unspecified phase)
0.64 Remote Similarity NPD7827 Phase 1
0.64 Remote Similarity NPD5967 Approved
0.6396 Remote Similarity NPD4005 Discontinued
0.6396 Remote Similarity NPD7261 Clinical (unspecified phase)
0.6392 Remote Similarity NPD1774 Approved
0.6392 Remote Similarity NPD7212 Phase 2
0.6392 Remote Similarity NPD7213 Phase 3
0.6387 Remote Similarity NPD4664 Clinical (unspecified phase)
0.6378 Remote Similarity NPD7131 Phase 3
0.6377 Remote Similarity NPD42 Phase 2
0.6377 Remote Similarity NPD6042 Phase 2
0.6368 Remote Similarity NPD3863 Clinical (unspecified phase)
0.6368 Remote Similarity NPD3882 Suspended
0.6364 Remote Similarity NPD4678 Approved
0.6364 Remote Similarity NPD4380 Phase 2
0.6364 Remote Similarity NPD1612 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL3581168
ZINC  

Physicochemical Properties

Molecular Weight:  512.09
ALogP:  -1.9852
MLogP:  2.34
XLogP:  -1.5
# Rotatable Bonds:  10
Polar Surface Area:  199.83
# H-Bond Aceptor:  6
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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